1-(naphthalen-1-ylmethyl)pyrrolidine-2-carbonitrile | 1346425-03-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(naphthalen-1-ylmethyl)pyrrolidine-2-carbonitrile
• CAS: 1346425-03-3
• 化学式: C₁₆H₁₆N₂
• mdl: MFCD20068971
• 分子量: 236.316
• InChiKey: RSHTVNUMGKKOBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.312
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-萘甲醛 在 2-乙基-己酸稀土盐 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 18.58h， 生成 2-Naphthalen-1-yl-2-pyrrolidin-1-ylacetonitrile 、 1-(naphthalen-1-ylmethyl)pyrrolidine-2-carbonitrile
  参考文献：
  名称：

  Redox-Neutral α-Cyanation of Amines

  摘要：

  alpha-Aminonitriles inaccessible by traditional Strecker chemistry are obtained in redox-neutral fashion by direct amine alpha-cyanation/N-alkylation or alternatively, alpha-aminonitrile isomerization. These unprecedented transformations are catalyzed by simple carboxylic acids.

  DOI：

  10.1021/ja308009g

文献信息

• The Decarboxylative Strecker Reaction
  作者：Deepankar Das、Matthew T. Richers、Longle Ma、Daniel Seidel

  DOI：10.1021/ol202957d

  日期：2011.12.16

  alpha-Amino acids react with aldehydes in the presence of a cyanide source to form alpha-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable alpha-amino nitrites that are inaccessible by traditional Strecker chemistry.
• Redox-Neutral α-Cyanation of Amines
  作者：Longle Ma、Weijie Chen、Daniel Seidel

  DOI：10.1021/ja308009g

  日期：2012.9.19

  alpha-Aminonitriles inaccessible by traditional Strecker chemistry are obtained in redox-neutral fashion by direct amine alpha-cyanation/N-alkylation or alternatively, alpha-aminonitrile isomerization. These unprecedented transformations are catalyzed by simple carboxylic acids.